1,2,3,4-Tetrahydroisoquinoline → HCID 18921760, compound

HRID 1289555Notes

Reaction equation

HRID 1289555 reaction equation
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][NH:2]1.C(N(CC)CC)C.[Cl:18][C:19]1[N:28]=[C:27](Cl)[C:26]2[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=2[N:20]=1>CN(C)C=O>[ClH:18].[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][N:2]1[C:27]1[C:26]2[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=2[N:20]=[C:19]([Cl:18])[N:28]=1

Participants

5

Reactant 3

HCID 70461,2,3,4-TetrahydroisoquinolineHCID 8471TriethylamineHCID 126028642,4-Dichloro-5,6,7,8-tetrahydroquinazoline

Product 1

HCID 18921760HCID 18921760, compoundYield 139.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In accordance with the same procedure as in Step 1 of Example 1, except that a mixture solution of 1,2,3,4-tetrahydroisoquinoline(2.8 ml, 22 mmol), triethylamine(3.4 ml, 24 mmol), N,N-dimethylformamide(10 ml) and 2,4-dichloro-5,6,7,8-tetrahydroquinazoline(4.0 g, 20 mmol) prepared in Step 2 of Example 32 were used as starting materials, 4.7 g of the titled compound was prepared. (Yield: 78.4%)

Sources & evidence

ORD record
ord-06d76bb3ef724a698ec1ac9476e240f3
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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